Transition Metal-Free Stereoselective α-Vinylation of Cyclic Ketones with Arylacetylenes in the Superbasic Catalytic Triad Potassium Hydroxide/tert-Butyl Alcohol/Dimethyl Sulfoxide
Тип публикации: Journal Article
Дата публикации: 2012-06-05
SCImago Q1
WOS Q1
БС1
SJR: 0.704
CiteScore: 8
Impact factor: 4
ISSN: 16154150, 16154169
General Chemistry
Краткое описание
A stereoselective α-vinylation of cycloaliphatic ketones with arylacetylenes under the transition metal-free conditions has been developed. The reaction is promoted by the superbasic catalytic triad potassium hydroxide/tert-butyl alcohol/dimethyl sulfoxide (80–110 °C, 1–2 h) to afford mainly (E)-β,γ-ethylenic ketones, their (E)-α,β-isomers being minor products, in up to 83% total yield.
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Trofimov B. A. et al. Transition Metal-Free Stereoselective α-Vinylation of Cyclic Ketones with Arylacetylenes in the Superbasic Catalytic Triad Potassium Hydroxide/tert-Butyl Alcohol/Dimethyl Sulfoxide // Advanced Synthesis and Catalysis. 2012. Vol. 354. No. 9. pp. 1813-1818.
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Trofimov B. A., Schmidt E. Yu., Zorina N. V., Ivanova E., Ushakov I., Mikhaleva A. I. Transition Metal-Free Stereoselective α-Vinylation of Cyclic Ketones with Arylacetylenes in the Superbasic Catalytic Triad Potassium Hydroxide/tert-Butyl Alcohol/Dimethyl Sulfoxide // Advanced Synthesis and Catalysis. 2012. Vol. 354. No. 9. pp. 1813-1818.
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TY - JOUR
DO - 10.1002/adsc.201200210
UR - https://doi.org/10.1002/adsc.201200210
TI - Transition Metal-Free Stereoselective α-Vinylation of Cyclic Ketones with Arylacetylenes in the Superbasic Catalytic Triad Potassium Hydroxide/tert-Butyl Alcohol/Dimethyl Sulfoxide
T2 - Advanced Synthesis and Catalysis
AU - Trofimov, B. A.
AU - Schmidt, Elena Yu
AU - Zorina, Nadezhda V
AU - Ivanova, Elena
AU - Ushakov, Igor
AU - Mikhaleva, Al'bina I
PY - 2012
DA - 2012/06/05
PB - Wiley
SP - 1813-1818
IS - 9
VL - 354
SN - 1615-4150
SN - 1615-4169
ER -
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BibTex (до 50 авторов)
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@article{2012_Trofimov,
author = {B. A. Trofimov and Elena Yu Schmidt and Nadezhda V Zorina and Elena Ivanova and Igor Ushakov and Al'bina I Mikhaleva},
title = {Transition Metal-Free Stereoselective α-Vinylation of Cyclic Ketones with Arylacetylenes in the Superbasic Catalytic Triad Potassium Hydroxide/tert-Butyl Alcohol/Dimethyl Sulfoxide},
journal = {Advanced Synthesis and Catalysis},
year = {2012},
volume = {354},
publisher = {Wiley},
month = {jun},
url = {https://doi.org/10.1002/adsc.201200210},
number = {9},
pages = {1813--1818},
doi = {10.1002/adsc.201200210}
}
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MLA
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Trofimov, B. A., et al. “Transition Metal-Free Stereoselective α-Vinylation of Cyclic Ketones with Arylacetylenes in the Superbasic Catalytic Triad Potassium Hydroxide/tert-Butyl Alcohol/Dimethyl Sulfoxide.” Advanced Synthesis and Catalysis, vol. 354, no. 9, Jun. 2012, pp. 1813-1818. https://doi.org/10.1002/adsc.201200210.
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